Cu2+-labeled dansyl compounds as fluorescent and PET probes for imaging apoptosis

Bioorg Med Chem Lett. 2016 Nov 15;26(22):5594-5596. doi: 10.1016/j.bmcl.2016.09.057. Epub 2016 Sep 29.

Abstract

Compound DNSTT-Cu2+, a novel chelate of Cu2+ with DOTA conjugated to a fluorescent dansyl fragment, is developed for imaging cell apoptosis. Apoptotic U-87MG cells could be selectively visualized by the fluorescence of DNSTT-Cu2+ from cytoplasm of cells, confirmed by the fluorescence of apoptosis cells co-labeled with Alexa Fluor 568-labeled annexin V, a conventional probe for selectively labeling membranes of apoptosis cells. A radioactive 64Cu2+ analog, DNSTT-64Cu2+, was easily synthesized, providing a potential PET probe for imaging apoptosis in vivo.

Keywords: (64)Cu(2)(+); Annexin V; Apoptosis imaging; Dansyl compound; PET.

MeSH terms

  • Annexin A5 / analysis
  • Apoptosis*
  • Cations, Divalent / chemistry
  • Cell Line, Tumor
  • Chelating Agents / chemistry
  • Copper / chemistry*
  • Copper Radioisotopes / chemistry*
  • Dansyl Compounds / chemistry*
  • Fluorescent Dyes / chemistry*
  • Heterocyclic Compounds, 1-Ring / chemistry
  • Humans
  • Microscopy, Confocal / methods
  • Optical Imaging / methods
  • Positron-Emission Tomography / methods*

Substances

  • Annexin A5
  • Cations, Divalent
  • Chelating Agents
  • Copper Radioisotopes
  • Dansyl Compounds
  • Fluorescent Dyes
  • Heterocyclic Compounds, 1-Ring
  • 1,4,7,10-tetraazacyclododecane- 1,4,7,10-tetraacetic acid
  • Copper